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A modern synthesis entails reduction of nitrobenzene to phenylhydroxylamine (C 6 H 5 NHOH) which is then oxidized by sodium dichromate (Na 2 Cr 2 O 7). [5] Nitrosobenzene can also be prepared by oxidation of aniline using peroxymonosulfuric acid (Caro's acid) [6] or potassium peroxymonosulfate under biphasic conditions. [7]
The Skraup synthesis is a chemical reaction used to synthesize quinolines. It is named after the Czech chemist Zdenko Hans Skraup (1850-1910). In the archetypal Skraup reaction, aniline is heated with sulfuric acid , glycerol , and an oxidizing agent such as nitrobenzene to yield quinoline.
Nitrobenzene is an aromatic nitro compound and the simplest of the nitrobenzenes, with the chemical formula C 6 H 5 NO 2. It is a water-insoluble pale yellow oil with an almond-like odor. It freezes to give greenish-yellow crystals. It is produced on a large scale from benzene as a precursor to aniline.
This compound can be prepared by the reduction of nitrobenzene with zinc in the presence of NH 4 Cl. [1] [2] Alternatively, it can be prepared by transfer hydrogenation of nitrobenzene using hydrazine as an H 2 source over a rhodium catalyst. [3]
The reaction was first used by Antoine Béchamp to reduce nitronaphthalene and nitrobenzene to naphthylamine and aniline, respectively. [3] The Béchamp reduction is broadly applicable to aromatic nitro compounds. [4] [5] Aliphatic nitro compounds are however more difficult to reduce, often remaining as the hydroxylamine. Tertiary aliphatic ...
Aniline (from Portuguese anil 'indigo shrub', and -ine indicating a derived substance) [6] is an organic compound with the formula C 6 H 5 NH 2.Consisting of a phenyl group (−C 6 H 5) attached to an amino group (−NH 2), aniline is the simplest aromatic amine.
4-Nitroaniline, p-nitroaniline or 1-amino-4-nitrobenzene is an organic compound with the formula C 6 H 6 N 2 O 2. A yellow solid, it is one of three isomers of nitroaniline. It is an intermediate in the production of dyes, antioxidants, pharmaceuticals, gasoline, gum inhibitors, poultry medicines, and as a corrosion inhibitor. [3]
Nitrobenzene can be obtained by treating benzenediazonium fluoroborate with sodium nitrite in presence of copper. Alternatively, the diazotisation of the aniline can be conducted in presence of cuprous oxide, which generates cuprous nitrite in situ: [C 6 H 5 N 2] + + CuNO 2 → C 6 H 5 NO 2 + N 2 + Cu +